A major drug project in the neuroscience area aimed at designing and developing a viable manufacturing process for AR-A2. This turned out to be a tough challenge that resulted in the use of three different synthetic routes. One step to be included from the very start was a Pd-catalyzed C-N bond formation, and this was retained throughout the later versions of the synthesis. At the time of initiating this project in 1998, the combined Buchwald and Hartwig protocols for effecting the chemistry in question-coupling of a N-containing moiety to an aromatic nucleus had only been known for a few years. Therefore, a lot of experimentation was needed to increase the insight and understanding of the chemistry to optimize the performance to fit for large-scale application. The outcome of the efforts resulted in successfully carrying out the chemical transformation is described in detail in this chapter.